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Classic Cruises is now Clearwater sailing adventure. The 54 foot Erwin ketch rig is awesome for a relaxing sailing tour and sunset trip off of Clearwater beach. The Irwin can take up to 6 passengers. There is a new boat being built that will be...More

Came with a bus group of seniors for this luncheon cruise. Instead of window seats, which were fairly empty, we were given long very crowded tables in the center. The sound system where I believe someone was narrating the trip (though none of us could...More

You absolutely cannot beat the Calypso Queen for a wonderful value. The food is very well seasoned, very tasty and plentiful aboard this really cool double decker, enclosed vessel. The dining room is well-spaced, giving you lots of room, great food, impeccable service, a fun...More

We love visiting the amazing Captain Brian and sailing aboard the Tradewinds or taking a sunset cruise on a the Enterprize, a classic 1960's Chris Craft when in the Clearwater area. The fact that there are only up to 6 passengers makes it feel you...More

It was a gorgeus sunset and dinner. It was the finish of our vacation. Just wasnt long enough because after the sunset it got dark but that is when the DJ started the music and dancing. Which it was a little longer.

This cruise was recommended to us by a local and it was very nice. We opted for the Chris Craft (37ft) vs. the sailboat. This is an older boat undergoing maintenance but that did not deter from our day. Captain Brian was very knowledgeable and...More

I never saw so many dolphins and they were so close to the boat (4ft). Capt. Joe was great! A nice man, he sent us everywhere we wanted and he show us more then we expected. The boat was old but super comfy and big...More

This was definitely the best part of our vacation. I have always wanted to go sailing, and when we were in Clearwater last week, my husband and I got the chance. Being on this majestic sailboat was so relaxing, and the captain made sure we...More